Cas no 596793-59-8 ((2S,4R)-4-methoxypyrrolidin-2-ylmethanol)

(2S,4R)-4-Methoxypyrrolidin-2-ylmethanol is a chiral pyrrolidine derivative featuring a methoxy group at the 4-position and a hydroxymethyl group at the 2-position. Its stereochemical configuration (2S,4R) makes it a valuable building block in asymmetric synthesis, particularly for pharmaceutical intermediates and ligand design. The methoxy and hydroxymethyl functional groups enhance its versatility in nucleophilic and electrophilic reactions, enabling selective modifications. Its rigid pyrrolidine scaffold contributes to structural stability, while the chiral centers allow for precise stereocontrol in synthetic applications. This compound is commonly employed in the preparation of bioactive molecules, catalysts, and chiral auxiliaries, offering high enantioselectivity and synthetic efficiency.
(2S,4R)-4-methoxypyrrolidin-2-ylmethanol structure
596793-59-8 structure
Product Name:(2S,4R)-4-methoxypyrrolidin-2-ylmethanol
CAS No:596793-59-8
MF:C6H13NO2
MW:131.172921895981
MDL:MFCD19226700
CID:3275836
PubChem ID:55299876
Update Time:2025-11-02

(2S,4R)-4-methoxypyrrolidin-2-ylmethanol Chemical and Physical Properties

Names and Identifiers

    • 2-PYRROLIDINEMETHANOL, 4-METHOXY-, (2S,4R)-
    • ((2S,4R)-4-Methoxypyrrolidin-2-yl)methanol
    • (2S,4R)-4-methoxypyrrolidin-2-ylmethanol
    • CS-0433039
    • [4-methoxypyrrolidin-2-yl]methanol, trans
    • 1807941-69-0
    • 596793-59-8
    • ((2S,4R)-4-Methoxy-pyrrolidin-2-yl)-methanol
    • JUWWYVCNZFCWNH-NTSWFWBYSA-N
    • EN300-209963
    • F84021
    • ((2S, 4R)-4-Methoxy-pyrrolidin-2-yl)-methanol
    • Rel-((2S,4R)-4-methoxypyrrolidin-2-yl)methanol
    • SCHEMBL2146003
    • [(2S,4R)-4-methoxypyrrolidin-2-yl]methanol
    • AKOS006378879
    • MDL: MFCD19226700
    • Inchi: 1S/C6H13NO2/c1-9-6-2-5(4-8)7-3-6/h5-8H,2-4H2,1H3/t5-,6+/m0/s1
    • InChI Key: JUWWYVCNZFCWNH-NTSWFWBYSA-N
    • SMILES: O(C)[C@H]1CN[C@H](CO)C1

Computed Properties

  • Exact Mass: 131.094628657g/mol
  • Monoisotopic Mass: 131.094628657g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 87.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 41.5?2

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(2S,4R)-4-methoxypyrrolidin-2-ylmethanol Related Literature

Additional information on (2S,4R)-4-methoxypyrrolidin-2-ylmethanol

Comprehensive Guide to (2S,4R)-4-methoxypyrrolidin-2-ylmethanol (CAS No. 596793-59-8): Properties, Applications, and Market Insights

(2S,4R)-4-methoxypyrrolidin-2-ylmethanol (CAS No. 596793-59-8) is a chiral pyrrolidine derivative that has garnered significant attention in pharmaceutical and organic chemistry research. This compound, characterized by its methoxy and hydroxymethyl functional groups, serves as a versatile building block for the synthesis of complex molecules. Its unique stereochemistry (2S,4R) makes it particularly valuable in asymmetric synthesis and drug development.

The growing demand for chiral intermediates like (2S,4R)-4-methoxypyrrolidin-2-ylmethanol reflects the pharmaceutical industry's focus on enantioselective drug design. Researchers frequently search for "chiral pyrrolidine derivatives" and "asymmetric synthesis building blocks," highlighting the relevance of this compound in modern medicinal chemistry. Its CAS number 596793-59-8 serves as a crucial identifier for procurement and regulatory compliance.

From a chemical perspective, (2S,4R)-4-methoxypyrrolidin-2-ylmethanol exhibits interesting physicochemical properties. The methoxy group at the 4-position influences its solubility profile, while the hydroxymethyl moiety provides a handle for further chemical modifications. These features make it particularly useful in the synthesis of pharmaceutical intermediates and biologically active compounds.

Recent trends in drug discovery have increased interest in pyrrolidine-based scaffolds, with many researchers investigating "pyrrolidine derivatives in drug design" and "chiral auxiliaries for asymmetric synthesis." The (2S,4R)-4-methoxypyrrolidin-2-ylmethanol structure appears in several patent applications, particularly in the development of central nervous system (CNS) drugs and enzyme inhibitors.

The synthetic utility of CAS 596793-59-8 extends to various transformation reactions. Chemists frequently employ it in stereoselective alkylations, acylations, and as a precursor for heterocyclic compounds. Its chiral purity and well-defined configuration make it valuable for constructing complex molecular architectures with precise stereochemical control.

Market analysis reveals growing procurement of (2S,4R)-4-methoxypyrrolidin-2-ylmethanol by pharmaceutical companies and research institutions. Common search queries include "buy (2S,4R)-4-methoxypyrrolidin-2-ylmethanol" and "CAS 596793-59-8 suppliers," indicating strong commercial interest. The compound's price and availability fluctuate based on production scale and purity requirements.

Quality control for 596793-59-8 typically involves advanced analytical techniques. HPLC and chiral GC methods are commonly used to verify the enantiomeric purity of this compound, while NMR and mass spectrometry confirm its structural integrity. These quality assurance measures are critical for research applications requiring high chemical purity.

The future outlook for (2S,4R)-4-methoxypyrrolidin-2-ylmethanol appears promising, particularly in light of increasing demand for chiral pharmaceuticals. As drug developers seek more selective and potent compounds, intermediates like CAS 596793-59-8 will likely see expanded applications in medicinal chemistry and process development.

Environmental and safety considerations for handling (2S,4R)-4-methoxypyrrolidin-2-ylmethanol follow standard laboratory protocols. While not classified as hazardous under normal conditions, proper storage in cool, dry conditions and use of personal protective equipment are recommended when working with this chemical compound.

For researchers exploring "pyrrolidine chemistry" or "chiral building blocks," (2S,4R)-4-methoxypyrrolidin-2-ylmethanol offers numerous synthetic possibilities. Its combination of stereochemical definition and functional group versatility makes it a valuable tool in modern organic synthesis and drug discovery programs.

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